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$168+ Cheap flights from Portland to Hailey (PDX - SUN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SUN
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheap flight deals from Portland to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Hailey (SUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$316
(Delta)

One-way from

$168
(Alaska Airlines)

Popular in

July

Cheapest in

May

Average price

$413
Provider with most accurate pricing for Portland-Hailey Sun Valley-Friedman flight deals.
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Provider most trusted by Cheapflights users for Portland-Hailey Sun Valley-Friedman flights.
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From Portland to Hailey Sun Valley-Friedman
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One-way flight from Portland to Hailey Sun Valley-Friedman
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Highest demand for flights based on searches. 14% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Portland to Hailey

Cheapest flights from Portland to Hailey
Explore the most affordable flight options available from Portland to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 12, 2026.

This Delta deal was found by Cheapflights users on 1/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:15 am
PDX
-
SUN
1 stop4h 46m
Delta
Thu 3/512:41 pm
SUN
-
PDX
2 stops9h 14m
Delta
Deal found 1/11$316
This Delta deal was found by Cheapflights users on 1/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:15 am
PDX
-
SUN
1 stop4h 46m
Delta
Mon 3/212:41 pm
SUN
-
PDX
2 stops9h 14m
Delta
Deal found 1/11$321
This Alaska Airlines deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:28 am
PDX
-
SUN
2 stops5h 54m
Alaska Airlines
Mon 3/27:04 pm
SUN
-
PDX
1 stop5h 40m
Alaska Airlines
Deal found 1/12$352
This Alaska Airlines deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/282:35 pm
PDX
-
SUN
2 stops26h 47m
Alaska Airlines
Thu 3/57:04 pm
SUN
-
PDX
2 stops26h 41m
Alaska Airlines
Deal found 1/12$360
This Delta deal was found by Cheapflights users on 1/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:30 am
PDX
-
SUN
1 stop6h 31m
Delta
Mon 2/233:25 pm
SUN
-
PDX
1 stop3h 51m
Delta
Deal found 1/11$362
This Alaska Airlines deal was found by Cheapflights users on 1/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
PDX
-
SUN
1 stop4h 10m
Alaska Airlines
Wed 3/47:04 pm
SUN
-
PDX
1 stop4h 37m
Alaska Airlines
Deal found 1/11$369
This Alaska Airlines deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
PDX
-
SUN
1 stop4h 10m
Alaska Airlines
Mon 3/167:04 pm
SUN
-
PDX
2 stops22h 31m
Alaska Airlines
Deal found 1/12$373

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Hailey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 12, 2026.
Use the filters below to find and compare flights from Portland to Hailey that are best for you.

Fly from

Portland

Fly to

Hailey

Route

Depart

Return

Price

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 2/28

5:30 am-2:40 pm

2 stops8h 10m

Hailey Sun Valley-Friedman

Thu 3/5

3:25 pm-8:55 pm

2 stops6h 30m

$321

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 2/28

11:00 am-6:22 pm

2 stops6h 22m

Hailey Sun Valley-Friedman

Thu 3/5

7:04 pm-10:41 pm

1 stop4h 37m

$352

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 2/27

11:28 am-6:22 pm

2 stops5h 54m

Hailey Sun Valley-Friedman

Mon 3/2

7:04 pm-11:44 pm

1 stop5h 40m

$352

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 2/20

5:30 am-1:01 pm

1 stop6h 31m

Hailey Sun Valley-Friedman

Mon 2/23

3:25 pm-6:16 pm

1 stop3h 51m

$362

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 2/27

7:15 am-1:01 pm

1 stop4h 46m

Hailey Sun Valley-Friedman

Mon 3/2

12:41 pm-4:08 pm

1 stop4h 27m

$362

PortlandHailey

PDX - SUN

PDXSUN

Portland

Tue 3/3

1:36 pm-6:22 pm

1 stop3h 46m

Hailey Sun Valley-Friedman

Wed 3/4

7:04 pm-11:44 pm

1 stop5h 40m

$369

PortlandHailey

PDX - SUN

PDXSUN

Portland

Thu 4/30

5:08 pm-9:42 pm

1 stop3h 34m

Hailey Sun Valley-Friedman

Mon 5/4

12:36 pm-6:08 pm

1 stop6h 32m

$369

PortlandHailey

PDX - SUN

PDXSUN

Portland

Wed 4/29

5:08 pm-9:42 pm

1 stop3h 34m

Hailey Sun Valley-Friedman

Mon 5/4

12:36 pm-6:08 pm

1 stop6h 32m

$369

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 2/20

11:28 am-6:22 pm

2 stops5h 54m

$168

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sun 2/22

7:15 am-1:01 pm

1 stop4h 46m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Showing 1-10 of 17 results
1
2
  • Most accurate provider: When it comes to deals on Portland-Hailey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Hailey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Hailey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Hailey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Hailey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Hailey

Have a flexible travel schedule? Discover the best time to fly to Hailey from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hailey

What is the cheapest month to book a flight from Portland to Hailey?

Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hailey

Get insights into the airlines that provide service to Hailey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hailey. Reviews last updated January 12, 2026.
Read through reviews of airlines operating flights from Portland to Hailey, such as Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,692 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,692 reviews
Alaska Airlines
8.0
Very good
11,692 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,034 reviews
Alaska Airlines
8.0
Very good
11,692 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

Related info for your journey

Find useful and relevant information for your journey from Portland to Hailey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Hailey?

    For as low as $352, Delta can have you in Hailey from Portland in 6h 22m. The distance between Portland and Hailey is about 433 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland to Hailey round-trip?

    According to our current data, Alaska Airlines ($296), and Delta ($318) offers the cheapest pricing from Portland to Hailey. Alaska Airlines is currently priced 37% below the average price you’ll pay for this route.

  • Can I find deals for flights from Portland to Hailey that include hotel bookings?

    Yes. In addition to deals on Portland to Hailey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Hailey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Hailey.

  • Can I find deals for business class flights from Portland to Hailey?

    Yes. Cheapflights offers flight deals from Portland to Hailey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Hailey?

    Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Stanley

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Top 2 airlines flying from Portland to Hailey

Discover the top 2 airlines that operate flights from Portland to Hailey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$296Average$476FlexibilityNo cancel feeOn-time75%
DeltaCheapest$318Average$503FlexibilityNo cancel feeOn-timeN/A

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